Palladium-mediated carboxylation of aryl halides (triflates) or benzyl halides using [13C]/[11C]carbon monoxide with tetrabutylammonium hydroxide or trimethylphenylammonium hydroxide
- 1 January 2002
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 20,p. 2256-2259
- https://doi.org/10.1039/b206420k
Abstract
[Carbonyl-11C]carboxylic acids were synthesised using palladium-mediated reaction of [11C]carbon monoxide with aryl halides/triflates and benzyl halides in combination with either tetrabutylammonium hydroxide or trimethylphenylammonium hydroxide. The radiochemical yields were in the range 20-85%. In a typical experiment starting with 2.1 GBq [11C]carbon monoxide, 0.6 GBq of HPLC-purified 1-[carbonyl-11C]naphthoic acid (13) was obtained within 25 min of the start of the carbonylation reaction (67% decay-corrected radiochemical yield). The specific radioactivity of [carbonyl-11C]nicotinic acid (17) was in the order of 750 GBq µmol−1 using 10.0 µAh bombardment. [Carbonyl-13C]nicotinic acid (17) was synthesised to verify the position of the labelling (δ 166.1) determined by 13C NMR.Keywords
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